Summer through fall, there’s a charity ball for all. We’ve compiled save-the-dates and need-to-know contacts to help you plan for philanthropic fun and great giving through the end of the year, beginning with this season’s busiest month, May.
Editor’s note: There are several to-be-determined (TBD) events listed within the months they typically have been held in past years. For all events listed, always call ahead to confirm date and information, as changes have been known to occur.
May
Wednesday, May 1st
AACC Maryland Reentry Resource Center Inaugural Fundraising Reception. Marylandreentryresourcecenter.org.
Thursday, May 2nd
2019 Treasure the Chesapeake Gala at the Baltimore Museum of Industry, Baltimore. Benefits Chesapeake Bay Trust. Cbtrust.org.
Friday, May 3rd
The Summit School’s Annual Spring Gala Fundraiser—Celebrating 30 years of Success. Thesummitschool.org
Saturday, May 4th
Academy Art Museum Spring Gala at a Canterbury Manor, Easton. Benefits the Academy Art Museum. Academyartmuseum.org.
Six Pillars Century Cycling Fundraiser at Blackwater National Wildlife Refuge, Cambridge. Benefits Character Counts Mid-Shore, Inc. 6pillarscentury.org.
8th Annual Derby Day Benefit Party at Talisman Farm, Grasonville. Benefits Talisman Therapeutic Riding. Talismantherapeuticriding.org.
10th Annual Derby Day Party at Maryland Therapeutic Riding, Crownsville. Benefits Maryland Therapeutic Riding. Horsesthatheal.org.
The Opportunity Derby at The Sofa Store, Glen Burnie. Benefits Opportunity Builders, Inc. Obiworks.org.
Kentucky Derby Spring Benefit 2019 at The Tidewater Inn, Easton. Benefits the Benedictine Foundation. Benschool.org.
Sunday, May 5th
Cinco de Miler at Terrapin Nature Park, Stevensville. Benefits ShoreRivers. Charmcityrun.com.
Monday, May 6th
29th Annual Golf Classic at Turf Valley Golf Course, Ellicott City. Benefits Greater Baltimore Medical Center HealthCare. Gbmc.org.
Arc Central Chesapeake Region’s Golf Tournament at The Golf Club at South River, Edgewater. Benefits The Arc Central Chesapeake Region. Thearcccr.org.
Thursday, May 9th
The Walk at Waugh Chapel Towne Centre, Gambrills. Benefits Walk the Walk Foundation. Wtwf.org.
ν 15th South River on the Half Shell at the Historic Londontown and Gardens, Edgewater. Benefits the Arundel River Federation. Arundelrivers.org.
Friday, May 10th
Totally 80’s Bash. Benefits YWCA of Anne Arundel County. Annapolisywca.org
Saturday, May 11th
Business & Brunch at the Walden Country Club, Crofton. Benefits BENT Association (Building Entrepreneurs Now and Tomorrow.) Bentfoundation.com.
Maryland Paws for Prevention Walk at Quiet Waters Park, Annapolis. Benefits American Foundation for Suicide Prevention. Afsp.org.
Monday, May 13th
19th Annual Tee Up for a Child Golf Tournament at Crofton Country Club, Crofton. Benefits Anne Arundel County CASA (Court Appointed Special Advocates). Aacasa.org.
5th Annual Golf Outing Fundraiser. Benefits The Don and Sandy Pyle Charity Foundation. Pylefoundation.org.
Wednesday, May 15th
Cellars & Seedlings: Al Fresco in the Ornamental Gardens at Historic London Town and Gardens, Edgewater. Benefits Historic London Town and Gardens. Historiclondontown.org.
Thursday, May 16th
Great Strides Walk at M&T Bank Stadium, Baltimore. Benefits Cystic Fibrosis Foundation. Fightcf.cff.org.
Saturday, May 18th
Evening in Casablanca at Easton Airport’s Trident Aircraft Hangar, Easton. Benefits CASA (Court Appointed Special Advocates) of the Mid-Shore. Casamidshore.org.
Sunday, May 19th
Haven Ministries Annual Tea Party at the Prospect Bay Country Club, Grasonville. Benefits Haven Ministries programs. Haven-ministries.org.
Monday, May 20th
Compass Regional Hospice Golf Tournament at Prospect Bay Country Club, Grasonville. Benefits Compass Regional Hospice’s hospice care and grief support services. Compassregionalhospice.org.
Friday, May 24th—Sunday, May 26th
Chestertown Tea Party Festival throughout historic Chestertown. Benefits the Chestertown Tea Party’s mission (heritage education) and other community nonprofits. Chestertownteaparty.org.
Saturday, May 25th
Chestertown Tea Party Distance Classic and Run for Radcliffe at Wilmer Park, Chestertown. Benefits Radcliffe Creek School’s scholarship fund. Chestertownteapartyrun.org.
Sammy Miller and the Congregation at Oxford Community Center, Oxford. Benefits Chesapeake Music. Chesapeakemusic.org.
Thursday, May 30th—Sunday, June 2nd
Annapolis Greek Festival at Ss. Constantine and Helen Greek Orthodox Church on Riva Road, Annapolis. Benefits Ss. Constantine and Helen Greek Orthodox Church. Annapolisgreekfestival.org.
Friday, May 31st
The Annapolis Leukemia Cup’s Sixth Annual Summer Gala at the Annapolis Yacht Club. Benefits The Leukemia & Lymphoma Society. Leukemiacup.org.
June
Saturday, June 1st
Great Strides Walk at Navy-Marine Corps Memorial Stadium, Annapolis. Benefits Cystic Fibrosis Foundation. Fightcf.cff.org.
Annapolis Leukemia Cup Regatta on First Street, Annapolis. Benefits the Leukemia & Lymphoma Society. Leukemiacup.org.
Saturday, June 1st—Sunday, June 2nd
Annual Secret Garden Tour throughout the Historic District, Annapolis. Benefits Hammond-Harwood House Association. Hammondharwoodhouse.org.
Sunday, June 2nd
2019 Tour de Cure at Goucher College, Baltimore. Benefits the American Diabetes Association. Diabetes.org/tourdecure.
Rock The Block Street Party featuring Mike Hines & The Look in front of Pope’s Tavern, Oxford. Benefits Talbot Hospice. Talbothospice.org/events
Bayside Bash 2019 at Bay Ridge Marina, Annapolis. Benefits The Light House. Friendslhs.org.
Sunday, June 2nd—Saturday, June 15th
National Music Festival at Washington College, Chestertown. Benefits OuterArts Maryland, Inc. Nationalmusic.us.
Thursday, June 6th
The 11th Annual Fashion for a Cause at Porsche of Annapolis. Benefits Hospice of the Chesapeake. Hospicechesapeake.org.
Celebration of Impact at Chesapeake Charities, Stevensville. Benefits The Arc Central Chesapeake Region. Thearcccr.org.
Saturday, June 8th
Bands in the Sand at Philip Merrill Environmental Center, Annapolis. Benefits Chesapeake Bay Foundation. Cbf.org.
UM Shore Regional Health Sporting Clays Classic at The Point at Pintail, Queenstown. Benefits the Clark Comprehensive Breast Center. Ummhfoundation.org.
Every Step Counts Walk Bike and 5K Run at Anne Arundel Community College, Arnold. Benefits Bello Machre. Bellomachre.org.
Tour, Toast, and Taste at the Wye House, Easton. Benefits Pickering Creek Audubon Center. Pickering.audubon.org.
LLS Maryland-Eastern Shore Chapter Man & Women of the Year Grand Finale Gala at Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina, Cambridge. Benefits The Leukemia & Lymphoma Society. Mway.org.
Monday, June 10th
3rd Annual Charity Golf Tournament at The Country Club at Woodmore, Mitchellville. Benefits the Benedictine Foundation. Benschool.org.
Wednesday, June 12th
What’s Up? Media’s Best Of Party at Doordan Institute/Belcher Pavilion of Anne Arundel Medical Center. Benefits Bello Machre. Whatsuptix.com.
Thursday, June 13th
The 16th Annual Friends of the Light House Golf Tournament at Renditions Golf Course, Davidsonville. Benefits The Light House. Friendslhs.org.
Saturday, June 15th
The Annual Don Backe Memorial CRAB Regatta at Annapolis Yacht Club, Annapolis. Benefits Chesapeake Region Accessible Boating (CRAB.) Crabsailing.org.
8th Annual Corvettes on the Bay at the Annapolis City Dock, Annapolis. Benefits The Arc Central Chesapeake Region. Thearcccr.org.
Saturday, June 15th—Sunday, June 16th
Bike MS: Chesapeake Challenge at Talbot County Community Center, Easton. Benefits National Multiple Sclerosis Society. Nationalmssociety.org.
Monday, June 17th
16th Annual Links Challenge Golf Tournament at The Golf Club at South River, Edgewater. In partnership with Leadership Anne Arundel. Benefits Opportunity Builders, Inc. Obiworks.org.
Wednesday, June 19th
Paca Girlfriends’ Party at William Paca House and Gardens, Annapolis. Benefits Historic Annapolis. Pacagirlfriends.com.
What’s Up? Media’s Best Of Party at Prospect Bay Country Club, Grasonville. Benefits Compass Regional Hospice. Whatsuptix.com.
Saturday, June 22nd
Eastport-a-Rockin’ at Back Creek and Second Street, Eastport. Benefits local nonprofit organizations. Eastportarockin.com.
Monday, June 24th
Tribute-25th Anniversary Celebration at Live! Hotel & Conference Center, Hanover. Benefits Leadership Anne Arundel. Leadershipaa.org.
TBD:
Annual Golf Tournament at the Golf Club at South River, Edgewater. Benefits the Friends Foundation. Friendsfoundation.com.
July
Saturday, July 6th
Big Band Night at Chesapeake Bay Maritime Museum, St. Michaels. Benefits Chesapeake Bay Maritime Museum. Cbmm.org.
Thursday, July 11th
Claws for a Cause at Fisherman’s Crab Deck, Grasonville. Benefits the University of Maryland Memorial Hospital Foundation. Ummhfoundation.org.
Sunday, July 14th–Sunday, July 21st
Plein Air Easton Competition & Arts Festival throughout Talbot County. Benefits the Avalon Foundation. Pleinaireaston.com.
Saturday, July 13th
PaddlePalooza at the Chesapeake Bay Environmental Center, Grasonville. Benefits CBEC’s Environmental Education Kayaking Programs. Bayrestoration.org.
Taste of Cambridge Crab Cook-off & Fest. Benefits Cambridge Main Street. Downtowncambridge.org.
Thursday, July 18th
“Saddle-Up” Social at Talisman Farm, Grasonville. Queen Anne’s County Chamber of Commerce Business Mixer. Talismantherapeuticriding.org.
Sunday, July 21st
Plein Air Easton Judge’s Talk – Choosing a Winning Painting at the Academy Art Museum and the Plein Air Library at the Armory/Waterfowl Building, Easton. Benefits the Avalon Foundation. Pleinaireaston.com.
Maryland Fiesta Latina at Anne Arundel County Fairgrounds, Crownsville. Supports the Rotary Club of Parole. Abceventsinc.com.
Sunday, July 28th
18th Annual Benedictine Chrome City Ride at the Benedictine Campus, Ridgely. Benefits the Benedictine Foundation. Benschool.org.
TBD:
ν Dog Days of Summer Cruise at Annapolis City Dock. Benefits SPCA of Anne Arundel County. Cruisesonthebay.com.
August
Friday, August 2nd
ν Annual Crab Feast at Navy-Marine Corps Memorial Stadium, Annapolis. Benefits local charities. Annapolisrotary.org.
Sunday, August 11th
Annual Watermen’s Appreciation Day at Chesapeake Bay Maritime Museum, St. Michaels. Benefits CBMM and Talbot County Watermen’s Association. Cbmm.org.
Corvettes on West Street, Annapolis. Benefits The Arc Central Chesapeake Region. Thearcccr.org.
Saturday, August 17th
Kegs and Corks Craft Beer and Maryland Wine Festival at Anne Arundel County Fairgrounds, Crownsville. Benefits Special Olympics Maryland. Kegsandcorksfest.com.
2019 CRAB Cup Regatta at Eastport Yacht Club, Annapolis. Benefits Chesapeake Region Accessible Boating (CRAB). Crabsailing.com.
Saturday, August 26th
Music on the Miles at Miles River Yacht Club, St. Michaels. Benefits Saint Martin’s Ministries. Stmartinsministries.org.
Friday, August 30th
6th Annual Rider Cup Golf Tournament Queenstown Harbor Golf Course, Queenstown. Benefits Heroes on Horses at Talisman Farm. Talismantherapeuticriding.org.
Friday, August 30th—Sunday, September 1st
The Monty Alexander Jazz Festival at the Avalon Theatre, Easton. Benefits Chesapeake Music. Chesapeakemusic.com.
September
Saturday, August 31st
22nd Annual CBMM Charity Boat Auction at The Chesapeake Bay Maritime Museum, St. Michaels. Benefits CBMM. Cbmm.org.
Friday, September 6th
Arts Alive 21! Gala at Maryland Hall for the Creative Arts, Annapolis. Benefits Maryland Hall for the Creative Arts. Marylandhall.org.
Saturday, September 7th
Boating Party Gala Fundraiser at Chesapeake Bay Maritime Museum, St. Michaels. Benefits CBMM. Cbmm.org.
Saturday, September 7th—Sunday, September 8th
Maryland Seafood Festival at Sandy Point State Park, Annapolis. Benefits YMCA Camp Letts. Abceventsinc.com.
Wednesday, September 11th
37th Annual Bello Machre Golf Tournament at Queenstown Harbor Golf Course, Queenstown. Benefits Bello Machre. Bellomachre.org.
Anchor’s Away at Annapolis City Dock. Benefits Wellness House of Annapolis. Annapoliswellnesshouse.org.
Saturday, September 14th
Hospice Cup XXXVIII Shore Party at Bert Yabin Yacht Yard. Benefits hospice programs throughout Maryland, Washington D.C., and Northern Virginia. Hospicecup.org.
15th Annual Boatyard Beach Bash at Annapolis Maritime Museum, Easport. Benefits Annapolis Maritime Museum. Boatyardbarandgrill.com.
Sultana’s 18th Annual Gala at The Reward Farm, Chestertown. Benefits Sultana Education Foundation. Sultanaeducation.org.
Monday, September 18th
28th Annual Golf Classic at Chartwell Golf and Country Club, Severna Park. Benefits Anne Arundel Medical Center and Vision 2020: Living Healthier Together. Aahs.org.
9th Annual Singable Feast at Loews Annapolis Hotel. Benefits Annapolis Opera. Annapolisopera.org.
Friday, September 20th
3rd Annual Haven Ministries Golf Tournament at the Prospect Country Club, Grasonville. Benefits Haven Ministries. Haven-ministries.org.
Pull! for The Arc Clay Shoot at 511 Pintail Point Farm Lane, Queenstown. Benefits The Arc Central Chesapeake Region. Thearcccr.org.
Saturday, September 21st
Out of the Darkness Walk at Navy-Marine Corps Memorial Stadium, Annapolis. Benefits American Foundation for Suicide Prevention. Afsp.org.
Sunday, September 22nd
Annapolis Run for the Light House at Blue Heron Pavilion at Quiet Waters Park, Annapolis. Benefits The Friends of the Light House. Friendslhs.org.
Drag Race at Washington Street, Easton. Benefits Friends of Hospice. Festival-of-trees.org. (tentative)
Thursday, September 26th
23rd Annual Bowl-a-thon at Glen Burnie Bowl America, Glen Burnie. Benefits the Friendship Civitan Club & Opportunity Builders, Inc. Obiworks.org. (tentative)
ν Blazers. Bourbon. Cigars. at William Paca House and Garden, Annapolis. Benefits Historic Annapolis. Annapolis.org.
Taste of the Chesapeake at the Crown Plaza Annapolis, Annapolis. Benefits Alliance for the Chesapeake Bay. Allianceforthebay.org.
Saturday, September 28th
Out of the Darkness Walk at Idlewild Park, Easton. Benefits American Foundation for Suicide Prevention. Afsp.org
Sunday, September 29th
St. Michaels Concours d’ Elegance: Gala Welcome Home Reception with Dinner at The Commodore Room at the Inn at Perry Cabin by Belmond, St. Michaels. Smcde.org.
ν Hope Re-imagined Esperída at Ss. Constantine & Helen Greek Orthodox Church, Annapolis. Benefits Arundel Lodge. Arundellodge.org.
Annual Gala at Talbot Country Club, Easton. Benefits Talbot Hospice. Talbothospice.org.
Monday, September 30th
14th Annual Birdies for the Bay Golf Tournament at Queenstown Harbor Golf Course, Queenstown. Benefits Chesapeake Bay Environmental Center. Bayrestoration.org.
October
Thursday, October 10th
17th Annual Golf Tournament at Queenstown Harbor Golf Course, Queenstown. Benefits Hospice of the Chesapeake. Hospicechesapeake.org.
All In 2019 at Rams Head Center Stage at Maryland Live! Casino, Hanover. Benefits Anne Arundel Community College Foundation. Aacc.edu/foundation.
Saturday, October 12th
10th Annual Bark in the Park at Idlewild Park, Easton. Benefits Talbot Humane. Talbothumane.org.
2019 Greater Maryland Heart Walk, Balitmore. Benefits The American Heart Association. Heart.org
Monday, October 14th
Estate Treasures Fashion Show at Prospect Bay Country Club, Grasonville. Benefits Compass Regional Hospice. Compassregionalhospice.org.
Friday, October 18th
2019 Harvest Moon Bonfire & Dance at Talisman Farm, Grasonville. Benefits Talisman Therapeutic Riding. Talismantherapeuticriding.org.
Bountiful Harvest at Loews Annapolis Hotel. Benefits The Light House. Friendslhs.org.
12th Annual Arts Dinner and Auction in the Chesapeake Room at the Rock Hall Volunteer Fire Department. Benefits Saint Martin’s Ministries. Stmartinsministries.org.
Charity Golf Classic at Talbot Country Club, Easton. Benefits the Benedictine Foundation. Benschool.org.
Saturday, October 26th
OysterFest at Chesapeake Bay Maritime Museum, St. Michaels. Benefits CBMM. Cbmm.org.
TBD:
12th Annual Chesapeake Film Festival at the Avalon Theatre, Easton, and various locations in St. Michaels. Benefits Chesapeake Film Festival. Chesapeakefilmfestival.com.
November
Saturday, November 2nd
Maritime Republic of Eastport’s 22nd Annual Tug of War at Eastport, Annapolis. Benefits local charities. Themre.org/tugofwar.
Fish for a Cure Tournament and Shore Party at Eastport Yacht Club. Benefits the Geaton and JoAnn DeCesaris Cancer Institute at Anne Arundel Medical Center. Fishforacure.org.
CASAblanca Gala at The Westin Annapolis Hotel. Benefits Anne Arundel County CASA (Court Appointed Special Advocates). Aacasa.org.
Friday, November 8th
40th Birthday Bash Wet N’ Wild Auction at CBEC’s Education Building, Grasonville. Benefits the Chesapeake Bay Environmental Center. Bayrestoration.org.
Wet & Wild Auction at Chesapeake Bay Education Center’s Education Building, Grasonville. Benefits CBEC. Bayrestoration.org.
Friday, November 8th—Saturday, November 9th
Annapolis by Candlelight at Ward One Neighborhood, Annapolis. Benefits Historic Annapolis. Annapolis.org.
Friday, November 8th—Sunday, November 10th
Waterfowl Festival throughout downtown Easton. Benefits Waterfowl Chesapeake. Waterfowlfestival.org.
Privateer Party at Historic London Town and Gardens, Edgewater. Benefits Historic London Town and Gardens. Historiclondontown.org.
Saturday, November 9th
Annual Bull and Oyster Roast at Glen Burnie Elks Lodge, Glen Burnie. Benefits Opportunity Builders, Inc. Obiworks.org.
Friday, November 22nd
Celebration of Philanthropy Awards Luncheon at BWI Airport Marriott, Linthicum. Benefits Community Foundation of Anne Arundel County. Cfaac.org.
ν Severn Town Club’s 56th Annual Holly Ball at The Westin Hotel, Annapolis. Benefits Annapolis area charities. Severntownclub.org.
Friday, November 29th
Festival of Trees Preview Party at the Tidewater Inn, Easton. Benefits Talbot Hospice. Festival-of-trees.org.
Annual Greens Show & Preview Party at the Hammonds-Harwood House, Annapolis. Benefits Hammond-Harwood House Association. Hammondharwoodhouse.org.
Saturday, November 30th-Tuesday, December 3rd
Festival of Trees at the Tidewater Gold Ball Room, Easton. Benefits Talbot Hospice. Festival-of-trees.org.
TBD:
CASAblanca Gala 2019 — Helping Foster Children Weather The Storm. Aacasa.org.
Monday, December 2nd
The Caring Tree: 11th Annual Girls’ Night Out at The Wellness House of Annapolis, Annapolis. Benefits Wellness House of Annapolis. Annapoliswellnesshouse.org.
Friday, December 13th—Sunday, December 15th
Christmas in St. Michaels’ Yuletide Party at a location to be announced. Benefits local nonprofit organizations. Christmasinstmichaels.org.
Saturday, December 14th
Annual Holiday Open House at Talisman Farm, Grasonville. Benefits Talisman Therapeutic Riding. Talismantherapeuticriding.org.
TBD:
Friends Foundation’s Holiday Party. Benefits local nonprofit organizations. Friendsfoundation.com.
